Abstract
Exhaustive examination of the flavonoid content of the bark of Dalbergia nitidula revealed, amongst other substances a mixture of eight novel and complex (3S)-isoflavans [leiocin, leiocinol, nitidulin, nitidulan, heminitidulan] and (6aS,11aS)-pterocarpans [nitiducarpin, hemileiocarpin, nitiducol]. These insoflavonoids all possess the equivalent of prenyl or geranyl side-chains, which, with one exception, are cyclized to stereochemically related 2H-pyran moeities during biogenesis. Structures determined by physical means were substantiated for the isoflavans by a single synthesis.
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